Map All Results

Southernmost Solace $3,498.00 - $10,604.00 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 2Bedrooms:
    • 2Baths:
    • 6Sleeps:
    20 people are interested in this property!
  • Description:
    One-Story Private Home in Old Town, 2 Bedrooms, 2 Bathrooms (Sleeps 4-6.) Available Monthly....Read More

Cielo Tropicale $12,111.00 - $29,518.50 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Casa Marina & Casa East
    Stay Type: Monthly
    • 5Bedrooms:
    • 5.5Baths:
    • 10Sleeps:
    12 people are interested in this property!
  • Description:
    2-Story Private 5BR/5BA Private Home w/ Expansive Private Pool Area in Casa Marina Neighborhood of Old Town. Sleeps 10....Read More

Spoonbills' Escape $3,432.00 - $10,345.50 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Key West Golf Club
    Stay Type: Monthly
    • 3Bedrooms:
    • 3Baths:
    • 6Sleeps:
    17 people are interested in this property!
  • Description:
    Two Story Private Home near the Pool at the Key West Golf Club, 3 Bedrooms, 3 Bathrooms. Screened-in patio with serene ...Read More

All Together Now $11,000.00 - $21,059.50 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 5Bedrooms:
    • 5.5Baths:
    • 10Sleeps:
  • Description:
    3-Story 5BR/5.5BA Private Home + Pool & Spa (Sleeps 10) Available Monthly...Read More

Good Day, Sunshine! $4,994.00 - $13,387.00 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 2Bedrooms:
    • 2Baths:
    • 4Sleeps:
  • Description:
    1-Story Private Home w/ Private Pool in Old Town, 2 Bedrooms, 2 Bathrooms, Sleeps 4-6. Available Monthly....Read More

Casa de Rosalie $5,049.00 - $11,709.50 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 3Bedrooms:
    • 2Baths:
    • 8Sleeps:
    17 people are interested in this property!
  • Description:
    2-Story 3BR/2BA Private Home w/ Private Pool in Old Town. Sleeps 8. Available Monthly....Read More

Southernmost Comfort $6,000.50 - $21,246.50 Weekly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Truman Annex
    Stay Type: Weekly, Monthly
    • 4Bedrooms:
    • 4Baths:
    • 8Sleeps:
    12 people are interested in this property!
  • Description:
    3-Story 4BR/4BA Private Home w/ Private Pool & Fully Fenced Yard in Truman Annex. Sleeps 10. Available Weekly & Monthl...Read More

Casita Angelita $456.50 - $1,512.50 Nightly

  • Property Highlights
    Type: Condominium
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Nightly, Weekly, Monthly
    • 2Bedrooms:
    • 2Baths:
    • 6Sleeps:
    12 people are interested in this property!
  • Description:
    Fully Renovated 1st Floor 2 Bedroom, 2 Bathroom Condo just off Duval Street...Read More

Follow The Sun $234.30 - $1,210.00 Nightly

  • Property Highlights
    Type: Condominium
    Pets Allowed: No
    Neighborhood: 1800 Atlantic
    Stay Type: Nightly, Weekly, Monthly
    • 2Bedrooms:
    • 2Baths:
    • 6Sleeps:
    28 people are interested in this property!
  • Description:
    2nd Floor 2BR/2BA Condo with Water View Near Smathers Beach. Sleeps 4-6. Available Nightly, Weekly, Monthly....Read More

Plantation Tropicale $12,111.00 - $26,400.00 Weekly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Truman Annex
    Stay Type: Weekly, Monthly
    • 5Bedrooms:
    • 4Baths:
    • 8Sleeps:
    20 people are interested in this property!
  • Description:
    Two Story Private Home + Two Guest Houses & Large Private Pool, 5 Bedrooms, 3.5 Bathrooms, Available Weekly & Monthly....Read More